
Cabin holiday rentals in Great Barrington
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Quick stats about cabin rentals in Great Barrington

Nightly prices starting at
Great Barrington holiday rentals start at $336 SGD per night before taxes and fees

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Over 220 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Great Barrington rentals

4.9 Average rating
Great Barrington stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated cabin rentals in Great Barrington
Guests agree: these cabins are highly rated for location, cleanliness and more.

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Luxury A-Frame Cabin in the Woods with Sauna
🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Cabin in Woods w/ Lake Access & *private* Hot Tub!
Don't miss your opportunity for a spring adventure at this cozy, secluded cabin with its own private hot tub and lake access! Welcome to Cabin on Hillside, a peaceful haven from the stresses of daily life. Situated in the charming town of Copake Lake, you get all the fun of a quaint lakeside community with the solitude of a wooded retreat. Whether you are looking for outdoor adventures, trips into town, or a peaceful homestay, this cabin provides it all! Come visit! Your oasis awaits!

Hip Stockbridge Cabin - A stroll to the lake
Welcome to our stylish glamping cabin! Relax in the spacious yard & sunny deck. Cozy fieldstone fireplace, vaulted ceilings & skylights. The cottage features gorgeous pine wood & fantastic interior design. Unwind in the reading nook, master bedroom with skylights, or put on your favorite vinyl. Kids will adore the sleeping loft. Just a 9-minute walk or 2-minute drive to the public beach (the beautiful Stockbridge Bowl). BBQ grill, outdoor fire pit . Tanglewood is just minutes away.

Secluded Mountain Getaway with Swimming Pond.
This is the perfect country getaway in a serene wooded setting yet close to town. Great for couples, solo adventurers, and families (with kids). A large deck and yard provide great views of the outdoors. This house is privately set but only a short walk to an inviting shared swim pond, meadow & trails. Area attractions include great hiking, skiing, restaurants, breweries, stores and markets. Near Great Barrington & Hudson and all the Berkshires and Hudson Valley have to offer.

Amazing Berkshire Mountains Cabin
Our incredible 4-bedroom home is situated on 2 beautiful secluded acres in picture perfect Monterey - the quintessential Berkshire County getaway, with modern kitchen, screened porch, 2 fireplaces a fabulous outdoor hot tub and a beautiful brook on the property. Enjoy hiking the Appalachian Trail in nearby Beartown State Forest or kayaking and swimming in the incomparable Lake Garfield. We are a quick ride to Ski Butternut, Catamount, Tanglewood, Lenox and Great Barrington.

Contemporary Cabin in Catskill Mountains
Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.

Riverside Retreat on the Hudson - Modern Cottage
Welcome to the Riverside Retreat on the Hudson, a modern renovated cottage located directly on the Hudson River! Enjoy the beautiful panoramic views from the comfort of the house or in the Adirondack chairs on the patio. Secluded and serene, yet minutes away from downtown Catskill (5 minutes) and Hudson (15 minutes). Hunter and Windham are 30 minutes away for hiking and skiing! We are so excited to share this very special place with you!

Blackberry Cottage
Enjoy our peaceful (pet friendly) home, just a short drive to the center of Norfolk. Great for friends and/or family visits. Board games, puzzles and books inside for all; fire pit outside. Front & side decks, are perfect for relaxing. Access great cafes, shops & cultural delights in Norfolk. The nearby Ellen Battell Stoeckel Estate hosts Yale's Summer Chamber Music Concert series. It’s a home, not a hotel. I think you’ll love it!

The Ancram A - Luxury Mid-Century Modern Cabin
Included in Curbed’s ‘Top 100 Airbnb’s around NYC’! Nestled between the Berkshires and the rolling farmlands of the Hudson Valley, The Ancram A is perfectly situated for your Upstate getaway. This unique A-Frame was originally built in the 60s and then reimagined in 2012 with modern luxuries. The cabin is on a lake so grab a towel and head down for a swim. We look forward to sharing our picturesque hamlet of Upstate NY with you.

The Upstate Cabin: A secluded getaway in the woods
Cozy cabin tucked away in the woods, 2.5 hours north of NYC and 2.5 hours west of Boston - where the Catskills meet the Berkshires. There's hiking in the summer, skiing in the winter, and total peace & quiet year-round. This entire cabin has been hand-lovingly restored and we can't wait to share the space with you. Follow us on Insta at @theupstatecabin to follow our upstate adventures and cabin transformation.

Comfy cabin with scenic views in the Berkshires
The Beaver Dam is a sunlight-filled & recently renovated cabin tucked in the woods, overlooking the October Mountain State Park and steps away from Basin Pond. We are located close to a number of excellent ski slopes. Our cottage is the last house on a private road and right next to protected forest. You can't ask for more privacy, peace and quiet than you'll find at our little piece of paradise on the pond!
Popular amenities for cabin rentals in Great Barrington
Cabin rentals with a hot tub

40-Foot Container Cabin in the Catskills

Modern cabin retreat

Hilltown Cabin Hideaway: A River Runs Through It!

Secluded Cabin in Woods With Hot Tub

Charming Lakefront Cabin with Hot Tub

Bright, Spacious Hunter/Catskills Mountain Getaway

Beautiful 2-BR + Loft w/ Hot Tub at Lake Ashmere

Tiny Home A-Frame with Hot Tub & Creek
Pet-friendly cabin rentals

Peaceful Cabin in the Woods

Sugar Mountain Cabin: close to Hudson and nature

Cool Cozy Cabin by the Lake

Cozy Catskills Cabin

A-Frame w/ Big Yard | 15 min to Hudson, NY

Leonardo cabin

Sunset Bungalow-Mt views on 130acre forest & falls

Rustic Pond Cabin: Nature, Stars & Serenity
Private cabin rentals

Wake Up in the Woods, A Summer Reset Upstate

Camp Jack | Explorer A-Frame + Private Hot Tub

Modern Cabin in the woods

Berkshires! Walk to LAKE, kayaks, dog friendly.

Cabin on Copake Lake, NY.

2bed farm stay as seen in Dezeen, architects cabin

Rustic Cabin | Barrel Sauna | Private Pond

Entire Private Log Cabin in the Berkshires
Destinations to explore
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- Rentals with a firepit Great Barrington
- Rentals with a hot tub Great Barrington
- House rentals Great Barrington
- Flat rentals Great Barrington
- Family-friendly rentals Great Barrington
- Pet-friendly rentals Great Barrington
- Rentals with a kayak Great Barrington
- Rentals with a washing machine and dryer Great Barrington
- Rentals with lake access Great Barrington
- Waterfront rentals Great Barrington
- Rentals with outdoor seating Great Barrington
- Rentals with pools Great Barrington
- Fitness-friendly rentals Great Barrington
- Rentals with a fireplace Great Barrington
- Rentals with a patio Great Barrington
- Cabin rentals Berkshire County
- Cabin rentals Massachusetts
- Cabin rentals United States
- Hunter Mountain
- Six Flags New England
- Thunder Ridge Ski Area
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- June Farms
- Zoom Flume
- Thacher State Park
- Taconic State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Ski Sundown
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Mount Southington Ski Area
- Naumkeag





